Celebrate Halloween 2026 with the best Trunk or Treat events in Middletown. Discover family-friendly Halloween celebrations featuring decorated cars, candy giveaways, costume contests, games, community gatherings, and safe trick-or-treat experiences for children. Whether you're planning a fun family outing or looking for Halloween events near you, explore the top Trunk or Treat events happening across Middletown.
Listings updated
Curated by the AllEvents team, for you.
★ Top pickSat, Oct 1711:00 AM
Congers Lake Memorial Park, 8 Gilchrest Road, Congers, NY 10920
Sat, Oct 1710 Maple Lake Rd, Kinnelon
Join us on Saturday, October 17 from 10:00am-12:00pm for a Trick-or-Treat Trail! An Open House will be from 11:00am-12:00pm! Bring your friends and neighbors and join us for a morning of festive fall fun! 🎃
Free
Sat, Oct 17Fair Oaks Drive-in Theatre,, Circleville
We can't wait to make our first-ever Fair Oaks Drive-In Flea Market + Trunk or Treat a spooky season tradition! 🎃👻🍬 📅 Saturday, October 17th 🛍️ Flea Market: 10AM–4PM 🍬 Trunk or Treat: 10AM–1PM 💰 Flea Market Vendor Spots: $25 🎃 Trunk or Treat Participation
Sat, Oct 1775 E Ramapo Ave, Mahwah
Join us for a Trunk-or-Treat on Saturday, October 17 from 10:00am-12:00pm! An Open House will be beforehand from 9:00-10:00am! Bring your friends and neighbors and join us for a morning of festive fall fun!
Free
Sat, Oct 17Congers Lake Memorial Park, 8 Gilchrest Road, Congers, NY 10920
Join the Town of Clarkstown for a Trunk or Treat at the annual Halloween Festival. Decorate your car and provide treats to all participants. A prize will be given out to the best decorated car. Space is limited to 30 cars. Time: Cars must be set up by
Trunk contest
Sat, Oct 172 Spring St, Wappingers Falls
It will be a day of spooky celebration at the Village of Wappingers Falls. We'll be kicking off the festivities right after the parade at Mesier Park where there will be: Trunk or Treat, a devilish DJ, frightful food, venomous vendors, pumpkin patch, chil
Live music
Sat, Oct 176 Plattekill Tpke, Newburgh
GLA PTO Trunk or Treat! More details to follow !
Sat, Oct 17St. John's Evangelical Lutheran Church, Poughkeepsie
St. John's Lutheran Church is hosting a Trunk or Treat event on October 17 from 2-3:30pm. Trunk or Treat is when people (Car Hosts) come to church, park their cars with decorated trunks (sometimes with a theme), and have candy to pass out to kids who come
Trunk contest
Sat, Oct 17Ben Winstanley Park, Greenwood Lake
The festivities begin at: 3 PM – 5:30 PM – Trick or Treat? your little monsters and goblins can trick or treat throughout the Village at our many businesses. Brought to you by the Greenwood Lake Chamber of Commerce. 3:00 PM - 4:30 PM - Trunk or Treat fo
Thu, Oct 221 Robert Pl, Pequannock
Join Pequannock Parks & Recreation for a spooktacular evening of Halloween fun! 🕸️🦇🎃 📅 Thursday, October 22 ⏰ 6:00 PM – 7:00 PM 📍 Greenview Park – Lot C 👧🧒 Ages 10 & Under 📝 Stop by the check-in table (Parks and Rec Trunk) to receive your Stamp
Fri, Oct 23Sandyston Township Municipal Building
Join the fun at Sandyston Trunk or Treat for candy, costumes, and spooky good times with friends and family! join us and be part of the fun! Win prizes and enjoy being part of the community. This sign
Free
Fri, Oct 23Sandyston Township, Layton
Can you believe only 2 short months away from our annual Trunk or Treat ? We are looking for volunteers who want to join in the fun by decorating a trunk.
Fri, Oct 23Algonquin Park, Balmville
Poop dude will be handing out only the best sweets and treats.
Fri, Oct 23929 Stillwater Rd
Bring the whole family and come check out the decorated vehicles, trunk or treat and have a great night out with the community! No registration is required and all vehicles are welcome! If you plan on attending and decorating a trunk we would appreciate
Fri, Oct 23Kirkbride Hall, Stony Point
🎃 Stony Point PAL Halloween Night – Trunk or Treat & Drive-In Movie 🎬 Join the Stony Point PAL & Town of Stony Point for a fun, family-friendly Halloween night at Kirkbride Hall on Friday, October 23, 2026! 🍬 Trunk or Treat: 6:00 PM–7:30 PM 🎬 Dr
Sat, Oct 24Bierman Autism Centers - Ramsey
Get ready for our Annual Trunk-or-Treat, a sensory-friendly experience with magical trunks full of treats and surprises. Join us for an unforgettable morning of excitement and enchantment at in Ramsey! Get
Free
Sat, Oct 24Roy C Ketcham Senior High School, Wappingers Falls
Join Us once again for our IncrediKids Fest & Trunk or Treat, presented by the RCK Class of 2027 & IncrediCon! Saturday, October 24, 2026 10:00 AM – 3:00 PM Roy C. Ketcham High School 99 Myers Corners Rd., Wappingers Falls, NY We're will have
Food trucks
Sat, Oct 24Wheatsworth Field, Hamburg
Hardyston Township has joined efforts with the Hardyston PTA to sponsor this fun event! This is an annual Halloween event including a costume contest, trunk or treat, hayride and more! Free for Hardyston residents, bag of candy donations for non-resident
Costume contestHayride
Sat, Oct 2435 N Main St, Florida
🎃 Pop by for Trunk or Treat! Join the Golden Hill PTA and the Village of Florida Chamber of Commerce for an afternoon of costumes, candy, and decorated trunks. There’s even a trunk decorating contest with prizes! 👻🍬 📅 Saturday, October 24 | 2–4 PM 📍 Sewa
Trunk contest
Sat, Oct 24Cluett Schantz Memorial Park, Milton
We always have the best treats…never tricks… so don’t miss it!
Sat, Oct 24Cluett Schantz Memorial Park, Milton
🎃Halloween in the Park - Trunk or Treat!🎃 The Town of Marlborough residents are invited to join us for an afternoon full of Halloween fun, costumes, candy, and community spirit! 👻🍬 🧛Trunk Or Treat Want to decorate your vehicle and hand out treats to our
Sat, Oct 249 Orchard St, Port Jervis
O'Connor Urgent Care and Little Pediatrics presents their 3rd annual Trunk or Treat. Come join us for some Halloween fun!
Sat, Oct 24679 Log Tavern Rd, Milford
🎃🚗 CALLING ALL TRUNKS! LET’S MAKE THIS SPOOKTACULAR! 👻🍬 🚨 DINGMAN TOWNSHIP PARKS & RECREATION IS OFFICIALLY ACCEPTING TRUNK-OR-TREAT REGISTRATIONS! 🚨 We’re gearing up for our 2026 HARVEST FESTIVAL & TRUNK-OR-TREAT, and we need YOUR help making t
Sat, Oct 24The Church of Jesus Christ of Latter-day Saints, Sparta
Celebrate the fall season and dress up in your favorite costume! Food, games, and activities for the whole family!
Games & bounce houses
Sun, Oct 25100 Main St., Franklin
Join us for our annual Trunk or Treat event! We are partnering up with the OFD again, and are looking forward to another GREAT turnout! Help us top last year’s 25+ cars, put on your costumes, and show us your most creative trunks! 👻🎃 🏆Awards for trunk
Sun, Oct 2560 Bachelor St Montgomery NY 12549
Come join us for the third annual trunk or treat crafts for the kids and a DJ dance party This is one event you will not wanna miss
Live music
Sun, Oct 25Lafayette Township School PTO
TRUNK-OR-TREAT AT LAFAYETTE SCHOOL! Join the Lafayette PTO for some spooky fun at our annual Trunk-or-Treat! •Sunday, October 25th •3:00–4:00 PM •Lafayette School Want to decorate a trunk? * $5 per car * Trunk setup begins at 2:30 PM * Prizes for th
Tue, Oct 27172 Meadow Hill Rd, Newburgh
Join us for a spooktacular community event filled with treats, costumes, games, music, and family fun! 👻🎃 Bring your family and friends for a safe and festive Trunk or Treat experience as we celebrate Halloween together with our community. 📅 Tuesday, Oc
Games & bounce houses
Wed, Oct 283999 Albany Post Road, Hyde Park
Bring the kids and cars and dress them all up!
Wed, Oct 28City Hall & Mountain View, Haledon
🎃👻 JOIN US FOR TRUNK OR TREAT! 👻🎃 Get ready for an afternoon of Halloween fun for the whole family! 🕷️🍬 Bring the kids, dress up in your favorite costume, and enjoy a spooktacular Trunk or Treat event hosted right here in Barstow! 🚗🎃 Trunk or Treat 📅 We
Thu, Oct 291914 US-44, Modena
Come grab a few slices 🍕, load up on candy 🍬, show off those costumes, and bring the whole family for a little Halloween fun! 👻 Come dressed in your costume! 🏆 Best Dressed wins a Paesano’s Family Meal! Winner announced October 30th!
Fri, Oct 30453 NY-211
We are hosting a Halloween Parade and Trunk or Treat Event in our parking lot. Halloween Parade & Trunk or Treat Join us for a spooktacular Halloween Parade
Free
Fri, Oct 30The Learning Experience North Haledon
Trunk or Treat + Center Tours! Bring the family for some Halloween fun and see what our center is all about! Come join The Learning Experience of North Haledon for our annual Trunk or Treat event! Th
Free
Fri, Oct 30The Learning Experience - Ramsey
Join us for Trunk or Treat at The Learning Experience - Ramsey for fun, candy, and Halloween vibes! 🎃🍬 Trunk or Treat at The Learning Experience - Ramsey! Costu
Free
Fri, Oct 30355 Fire House Road, Woodbourne
This event is FREE to all If you would like to join us, please reach out and let us know, so we can get a headcount. All contact information is on the Flyer. Thank you, and looking forward to see you all there.
Fri, Oct 30Ossining Recreation and Parks
You're invited to a special Halloween Trunk or Treat in the Lower Parking Lot of the Joseph G. Caputo Community Center at 95 Broadway. Join us for a DJ, Games, Fun, and of course Candy!
Games & bounce housesLive music
Sat, Oct 311424 Rt 302 Circleville NY
Dress your best for Bonez Garage Trunk or Treat Saturday October 31 Trophies by The Mad Welder 50/50 Raffle Carmella’s Cucina Food truck on site Excepting donations for Hope Alive 845
Food trucks
Sat, Oct 311983 NY-52, Hopewell Junction
Join us for Trunk or Treat! Bring the kids in costume for candy, treats, decorated trunks & Halloween fun for the whole family! 🎃 TRUNK OR TREAT at RE/MAX Town & Country
FreeTrunk contest
Sat, Oct 311918 RT-284, Slate Hill
Come join us for our annual trunk-or-treat event! A fun event for everyone featuring a parade around the park and Halloween spirit. Decorate your car or whatever your ride is and watch the kids 🙂 big and small. A great time always. Please note: The line
Sat, Oct 3150 legion rd, Poughkeepsie
Join us for our Annual Trunk or Treat October 31 st 1- 5 pm featuring our Haunted Tunnel !! Food and treats for the kids See you there !!
Sat, Oct 31Liberty, New York
Saturday October 31st from 2pm-4pm is our second annual trunk or treat!!!! Winning trunk gets a $50 gift card!!!!!! So come with your SPOOKIEST costume and join us for some happy family fun.
Sat, Oct 31Town of Newton
🎃 Grab your Ghouls and Goblins and head to Union Place for our annual Halloween Parade! 🎃 Line up starts at 3:45. Parade and festivities start at 4p. There'll be a costume contest, pet walk and trunk or treat too! Prizes will be awarded for best costum
Costume contest
Sat, Oct 31160 Blumel Rd
🎃 You’re Invited to Trunk or Treat at Transformation Church! 🍬 Join us for a fun and free community event for the whole family! Bring your kids in costume and enjoy decorated trunks, tons of candy, music, games, and more. It’s a safe and exciting way to
Trunk contestGames & bounce houses
Sat, Oct 31Panda's Parlor, Liberty
Haunted House 9.0 – Trunk or Treat Join the Bleeding Hearts LEMC – New York Chapter for our 9th Annual Haunted House & Trunk or Treat! Date: Saturday, October 31 Time: 6:00 PM – 9:00 PM Location: Behind Panda’s Parlor, Liberty, NY Admission: FREE T
Everything to decorate your trunk, fill the candy bowl and dress the kids — from monster-mouth kits and string lights to bulk Halloween candy and costumes. Check delivery dates before you order.
Links go to Amazon. As an Amazon Associate, AllEvents earns from qualifying purchases.
Trunk decoration kitMonster mouth, teeth and googly eyesShop on Amazon 
Orange string lightsBattery-powered, no outlet neededShop on Amazon 
Stretchy cobwebsSpiders included, for every cornerShop on Amazon 
Light-up jack-o'-lanternsLED, safe around kidsShop on Amazon 
Bulk candy variety packIndividually wrapped, enough for a lineShop on Amazon 
Glow-stick braceletsA candy-free treat that lights them upShop on Amazon 
Teal pumpkin bucketNon-food treats for kids with allergiesShop on Amazon 
Jack-o'-lantern bucketThe classic, for collectingShop on Amazon 
Dinosaur costumePlush and hooded, warm for an evening outShop on Amazon 
Cauldron candy bowlFor the front edge of the trunkShop on Amazon 
Witch hatSoft and floppy, for little headsShop on Amazon 
Oct 30–31Tavern 29, New York2 days
$17.62 – $28.26
Oct 30–31American Whiskey - Midtown, New York2 days
$17.62 – $28.26
Sat, Oct 31Liberty Belle, Pier 36 NYC, New York
$30
Oct 31 – Nov 1Pod Times Square, New York2 days
$22.35 – $43.05
Oct 31 – Nov 1Pod Times Square, New York2 days
$28.26 – $44.21Live music
Oct 31 – Nov 1American Whiskey - Midtown, New York2 days
$28.26
Oct 31 – Nov 1Tavern 29, New York2 days
$17.62 – $28.26
What kids are wearing this year, and how to dress for an evening in a car park.
SuperheroSpider-Man topped the list for kids: 2.3 million of them.
PrincessA classic that never leaves the top five.
WitchThe hat does most of the work. Add a broom for the photos.
GhostOne sheet, two eye holes, done in ten minutes.
Pop-star demon hunterThis year's breakout, thanks to KPop Demon Hunters.DinosaurPlush and hooded: the warmest costume in the car park.Costume rankings: National Retail Federation, 2025 Halloween survey.
Since the 1990s
Churches started it. Parents wanted a Halloween with less gore, fewer strangers and no crossing busy roads in the dark, so congregations parked in a circle, opened their boots and handed out candy from the back. In car-dependent suburbs it simply worked better than a street of houses far apart — and a flat car park suits children with allergies, wheelchairs and strollers too.
Trunk or treat events in Middletown run from Oct 17 to Oct 31, 2026: 46 events. The busiest weekend is Oct 23 – Oct 25, with 19 events.
Yes: 10 events are on for Oct 16 – Oct 18, including Apple Montessori Schools Kinnelon Trick-or-Treat Trail, Fair Oaks Drive-In Flea Market & Trunk or Treat at Fair Oaks Drive-in Theatre, and Apple Montessori Schools Mahwah Trunk-or-Treat & Open House.
Yes: 8 of the 46 listed are free, including Apple Montessori Schools Kinnelon Trick-or-Treat Trail, Apple Montessori Schools Mahwah Trunk-or-Treat & Open House and Sandyston Trunk or Treat at Sandyston Township Municipal Building. Most trunk or treats are free to walk into.
Yes: 9 more events are listed within reach of Middletown, in New York. The soonest is NYC's Best Friday Night Halloween Party @ Tavern 29 | Halloween Parties in New York, on Oct 30–31.
At 44 venues, including Congers Lake Memorial Park, 8 Gilchrest Road, Congers, NY 10920 (2 dates), Cluett Schantz Memorial Park (2 dates), Fair Oaks Drive-in Theatre, and St. John's Evangelical Lutheran Church. Most take place in the car park of a church, school, library or community centre.
The most popular on AllEvents right now are Halloween Festival at Congers Lake Memorial Park, 8 Gilchrest Road, Congers, NY 10920 (Sat, Oct 17), Emergency Services Trunk or Treat at Orange County Fire Services (Sun, Oct 25) and Trunk or Treat at Blue Arrow Farm (Sun, Oct 18).
Start times run from 10:00 AM to 6:00 PM. Most begin around dusk, so the decorated trunks are lit when the children arrive, and last two or three hours.
A Halloween event where children go from car to car instead of door to door. Families park in one place — usually a church, school or community car park — open their boots, decorate them, and hand out candy from the back. It began at American churches in the 1990s as a safer, more contained alternative to trick-or-treating, and most now add a costume parade, games or a best-decorated-trunk contest.
Their costume, a treat bucket or bag, and something that glows — a glow stick or a small torch — because most events run after dark. Comfortable shoes help: a big car park is a lot of walking.
Pick a theme and fill the open boot with it. Monster mouths, pumpkin patches, haunted houses, outer space and under the sea are the favourites. Battery string lights matter most, since a car park has no sockets; then a backdrop, cobwebs or props, and a bowl of candy at the front edge.
Many are. Look for a teal pumpkin: it is the sign of a trunk handing out non-food treats such as glow sticks, stickers and small toys, part of the Teal Pumpkin Project for children with food allergies.
